Wakunaga Pharmaceutical Co., Ltd.

Wakunaga Seiyaku Kabushiki Kaisha

Fujisawa Pharmaceutical Company, Ltd.

Wakunaga Pharmaceuticals Co., Ltd.

Yasuhiro Kuramoto

Akira Yazaki

Norihiro Hayashi

Hirotaka Amano

Yuzo Hirao

Yoshihiro Ohshita

Yoshiko Niino

Satoshi Inoue

Takashi Yatsunami

Masaharu Yokomoto

Jiro Yoshida

Shunso Hatono

Masayasu Okuhira

Kenji Itoh

Nobuya Sakae

Kouji Nishimura

Tatsuya Hirano

Shuichiro Noda

Mai Arai

Kazusa Yoshikai

Yoshihiro Oshita

Takayuki Amago

Asuka Sakurai

Hitomi Takenaka

Daichi Kazamori

Hitodshi Yamamoto

Tomohiko Kinoshita

Ayuka Sasaki

A pyridonecarboxylic acid derivative or a salt thereof is represented by Formula (1), where Ris hydrogen, a halogen atom, a lower alkyl group, or an amino group; Ris &#x2014;NH&#x2014;R, where Ris hydrogen, a lower alkyl group, an amino lower alkyl group, or the like; &#x2014;O&#x2014;R, where Ris hydrogen, a lower alkyl group, or the like; &#x2014;(CH)&#x2014;R, where Ris an amino group or the like, m is 1, 2, 3 or 4; or a cyclic amino group of Formula (2), where Y represents NH or C&#x2014;RR, where Rand Rare each independently hydrogen, a lower alkyl group, an amino group, a lower alkyl amino group, or the like; n and p are 1 or 2; Ris hydrogen, a halogen atom, a lower alkyl group, or the like; Ris hydrogen or a carboxyl group-protecting group; and Ris hydrogen or a hydroxyl group-protecting group. 

Pyridonecarboxylic acid derivative or salt thereof

The present invention provides an agent which exhibits excellent antibacterial activity, low toxicity, improved bioavailability, and low binding rate to serum proteins. The present invention is directed to a pyridonecarboxylic acid derivative represented by formula (1): or a salt thereof, wherein Rrepresents a methyl group, a fluorine atom, or a chlorine atom; Rrepresents a hydrogen atom or a lower alkyl group; Rrepresents an isopropyl group or a tert-butyl group; Rrepresents a methyl group or a halogen atom; and Rrepresents a fluorine atom or a chlorine atom. The present invention is also directed to an antibacterial agent and a medicament containing the derivative or the salt thereof as an active ingredient.

Pyridonecarboxylic acid derivatives or salts thereof

This invention relates to 1-(6-amino-3,5-difluoropyridin-2-yl)-8-bromo-7-(3-ethylaminoazetidin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid or a salt thereof, and also to a medicine containing the same. This compound has characteristic features that, when administered orally, it has extremely high blood half-life and bioavailability while retaining properties that it has extremely high antimicrobial effects and has low toxicity. It can be used widely as preventives, therapeutics and the like for various infectious diseases of human and animals.

Quinolinecarboxylic acid derivative or salts thereof

The present invention relates a 1-(6-amino-3,5-difluoropyridin-2-yl)-6-fluoro-7-(3-hydroxyazetidin-1-yl)-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid or salt thereof; and drugs containing the same as the active ingredient. Since this compound or salt thereof is highly stable to light while sustaining the excellent properties inherent to quinolone antibacterial agents, an antibacterial agent comprising, as an active ingredient, the invention compound or salt thereof can be stored over a long period of time without suffering from any decrease in the drug effect and can therefore be supplied as stable preparations such as injections, eye drops and surgical medicines.

Quinolinecarboxylic acid derivative or its salt

A pyridonecarboxylic acid derivative represented by the following general formula (1): ##STR1## [wherein R.sup.1 represents hydrogen atom or a carboxyl protective group; R.sup.2 represents hydroxyl group, a lower alkoxy group, or a substituted or unsubstituted amino group; R.sup.3 represents hydrogen atom or a halogen atom; R.sup.4 represents hydrogen atom or a halogen atom; R.sup.5 represents a halogen atom or an optionally substituted saturated cyclic amino group; R.sup.6 represents hydrogen atom, a halogen atom, nitro group, or an optionally protected amino group; X, Y and Z may be the same or different and respectively represent nitrogen atom, --CH.dbd. or --CR.sup.7 .dbd. (wherein R.sup.7 represents a lower alkyl group, a halogen atom, or cyano group) (with the proviso that at least one of X, Y and Z represent the nitrogen atom), and W represents nitrogen atom or --CR.sup.8 .dbd. (wherein R.sup.8 represents hydrogen atom, a halogen atom, or a lower alkyl group)] or its salt, as well as an antibacterial agent containing such compound are provided.

Pyridonecarboxylic acid derivatives or their salts, and antibacterial

Pyridonecarboxylic acid derivatives or salts thereof and drugs

Pyridonecarboxylic acid derivatives or their salts and antibacterial

Pyridonecarboxylic acid derivatives or salts thereof and antibacterial

Antibacterial quinolone derivatives represented by the following formula [I] and salts thereof are disclosed. ##STR1## wherein R.sup.1 means a hydrogen atom or a carboxyl-protecting group;

Quinolone derivatives and antibacterial agents containing the same

A tricyclic compound represented by the general formula (1) and salts thereof are disclosed. ##STR1## A method for producing the tricyclic compound and salts thereof, and an antimicrobial agent containing the tricyclic compound and salts thereof as an active ingredient are also disclosed.

Tricyclic compound or salts thereof, method for producing the same and

A tricyclic compound represented by the general formula (1) and salts thereof. ##STR1## A method for producing the tricyclic compound and salts thereof, and an antimicrobial agent containing the tricyclic compound and salts thereof as an active ingredient are also disclosed.

Antibacterial quinolone derivatives represented by the following formula [I] and salts thereof are disclosed. ##STR1## wherein R.sup.1 means a hydrogen atom or a carboxyl-protecting group; R.sup.2 denotes a hydrogen or halogen atom or a hydroxyl, lower alkoxyl, amino, aralkylamino, or mono- or di-(lower alkyl)amino group; A represents an oxygen or sulfur atom or N--R.sup.3 in which R.sup.3 is a hydrogen atom or an amino-protecting group; X is a hydrogen or halogen atom; Y means a nitrogen atom or C--R.sup.4 in which R.sup.4 is a hydrogen or halogen atom or a lower alkyl or lower alkoxyl group; and Z denotes a halogen atom or a substituted or unsubstituted heterocyclic group having at least one nitrogen atom as a hetero atom.

Antibacterial quinolone derivatives represented by the following formula and salts thereof are disclosed. ##STR1## wherein R.sup.1 meawns a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted lower alkenyl group or a substituted or unsubstituted phenyl group, R.sup.2 denotes a hydrogen atom or a carboxyl-protecting group, R.sup.3 represents a hydrogen or halogen atom or an amino, mono- or di-(lower alkyl)amino, hydroxyl or lower alkoxyl group, X is a hydrogen or halogen atom, Y means a nitrogen atom or a group C-R.sup.4 in which R.sup.4 is a hydrogen or halogen atom or a lower alkyl or lower alkoxyl group or is a group ##STR2## which forms a ring together with R.sup.1 (i.e., the asterisked carbon atoms are linked to the N(1) atom of the quinolone skeleton), and A denotes a specific N-containing group. Preparation processes of the quinolone derivatives and antibacterial agents containing the same are also disclosed.

Quinolone derivatives and salts thereof, preparation processes thereof,

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Hiroshima, Japan

Yasuhiro Kuramoto